Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Middlesex County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A cozy bedroom features a wooden queen bed with a decorative quilt and accent pillows. Two windows dressed in sheer and dark curtains allow soft light to enter. Colorful artwork adorns the wall above the bed, complementing the calming green walls.

Private room in Hamden

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in the room. Walk to best Irish pub, stores,trail and park. Offer 1 bedroom beautifully decorated with a queen bed, cable TV, wifi on private guest floor with private bathroom with a shower and jacuzzi bath. A separate guest lounge w/fridge and microwave. Includes continental breakfast.

4.86 out of 5 average rating, 370 reviews

Guest favorite

A historic mansion with intricate architectural details is surrounded by lush greenery. The exterior features colorful wooden siding and multiple windows, allowing natural light to flood the interior. A welcoming porch is situated at the entrance, enhancing the overall charm of the property.

Private room in East Hampton

The Bevin House B&B, 2 people, Chauncey Rm

Bed & Breakfast located in East Hampton. This historic mansion was build in 1872 and has 15 Rooms including a Library with over 1200 books. The outside has a wrap around deck, in ground heated pool and a gated entrance. Located near CT wine trail, Rule of 3's brewery, Airline hiking trail & much more... Each stay includes a gourmet breakfast. The Abner & William rooms share a bathroom on the 3rd floor. The Chauncey & Stanley share a bathroom on the 2nd floor. Philo has a private bathroom.

4.97 out of 5 average rating, 34 reviews

A cozy master suite features a spacious bed with decorative pillows and a textured green accent pillow. Natural light filters through an arched window, highlighting wooden flooring. A small table holds a potted plant and candles, while artwork and a decorative statue adorn the room.

Home in Lyme

Luxurious country guest house/renovated barn

Welcome to this peaceful guest house in the country just two hours from NYC or Boston. Cook in, dine out, hike, go to the beaches, watch the sunset on the CT River, sit by the fire pit in the alpaca field or the adirondack chairs in the orchard, go for a bike ride through the hills of Lyme and across the river to Chester via the ferry... These are some of my favorite things to do here at the farm. Follow us at flatrockfarmct . c o m! For immediate responses, please call/text 212/987/0933.

4.9 out of 5 average rating, 92 reviews

Guest favorite

A charming house features a light green exterior with white trim and a spacious front porch. Sheltered by large trees, the porch is adorned with hanging plants and a welcoming purple entryway, inviting guests to relax in a serene outdoor space.

Private room in Guilford

Private Upstairs Chef’s Suite at Griswold Cottage

This is a Private suite with private bath. My place is close to the Village Green, it’s shops, restaurants, Chocolatier and bookstore. It’s a half mile to the Guilford beach, 4 miles to the Hammonasett beach in Madison. The house has great light, a cozy relaxing porch, a walking location to the village. You want to take a Picnic lunch with you? talk to me... My place is good for couples, solo adventurers, business travelers, bicyclists or hiking enthusiasts, anyone who just loves history!

4.75 out of 5 average rating, 295 reviews

Top guest favorite

A well-appointed bedroom showcases a spacious bed covered with a neatly arranged blanket. Natural light fills the room through two window shades. A modern desk area and a comfortable chair are visible, alongside a decorative wall featuring a unique texture.

Private room in Southold

Vine + Sand Southold, NY's Newest B&B-Room 2

CHECK OUT OUR REDUCED SEASONAL RATES 50% OFF PEAK SEASON PRICES 6 WINERIES IN UNDER A MILE NO CLEANING FEES NO EXTRA PERSON FEES FREE BIKES FREE BEACH PASSES We're a genuine, licensed B&B. Experience this Insta-ready, newly renovated 1820 farmhouse. Your comfort and relaxation are our goal; designer flourishes are inside and out, filled with unique all-new furnishings. Our Salon features the latest in the arts: sculpture, painting, poetry, readings. Nothing has been overlooked.

5.0 out of 5 average rating, 14 reviews

Guest favorite

A spacious two-story carriage house is set amidst a green landscape, featuring a light-colored exterior and multiple garage doors. Large windows and a central clock provide an inviting appearance, while tall trees frame the property, contributing to a serene outdoor environment.

Cottage in Lyme

Bucolic Farm On A Country Road

Lovely private 1 bedroom apartment with shared entry. Located in bucolic Lyme Ct. which has nearby beaches, tourist attractions, nature parks, small town living, hiking etc. Sparkling clean! Fully equipped kitchen, dining and living spaces incl laundry. Enjoy the outdoor sitting area with sounds of nature and wildlife. Comfortable furnishings, include a sleeper sofa for an extra guest or 2! Private and peaceful yet close to shopping, dining, area attractions and nature pursuits.

5.0 out of 5 average rating, 24 reviews

Guest favorite

A spacious room features a comfortable bed with yellow accent pillows, flanked by two windows allowing natural light to illuminate the space. A simple desk and chair are located beside a soft bedside lamp. A small decorative plant sits atop the desk.

Private room in Harwinton

SunnyCozyRoom/Clean/Quiet/Private/Nature

A sunny clean second fl private room in a contemporary owner occupied two stories single-family house, charming garden, 2h NYC/Boston, 35min Hartford, 8 min golf course Self-check-in. cotton bedding FULL size SOFT mattress Required shoes off No pets allowed No smoking permitted No pets and service animals due to allergies and lack of experience Parties upon requesting A visible camera is installed in the shared kitchen not facing private areas. See "Safety" section for full details

4.86 out of 5 average rating, 78 reviews

Guest favorite

A serene bedroom features a spacious bed with light linens, complemented by white bedside tables and lamps. A desk with a comfortable chair is positioned near a large window, offering wooded views. Fresh towels are neatly arranged on the bed, enhancing the room's inviting atmosphere.

Private room in Manchester

2 Bedroom Suite, Full Bath, Country Setting

2 Bedrooms & Bath comprise a private suite on second floor in very privately located owner occupied home. Perfect if you have busy days planned in this area. Easy drive to City and Colleges. Let us know if you would like a light breakfast. Outdoor patio usually available for morning coffee or happy hour relaxation but cooking privileges not included. Tell us who will accompany you & why you chose our place. We will be happy to help you decide on interesting places to see.

4.97 out of 5 average rating, 34 reviews

Top guest favorite

Private room in Colchester

Johnston Room at The O'Connell House Inn

*Our Inn features 4 unique guest rooms to choose from! Rooms accommodate 2-4 guests. Preview them all on our website or host’s Airbnb profile. Set in the heart of Colchester’s quaint downtown Village District, and overlooking the Town Green, The O’Connell House is an 1840 Greek Revival that has been thoughtfully renovated to showcase historic character and modern amenities. Conveniently central to downtown, local and regional activities.

4.95 out of 5 average rating, 118 reviews

Guest favorite

Apartment in East Rock

English Garden Studio, sleeps 3, Pet Friendly

This Studio offers a peaceful light filled retreat , room darkening drapery , Hotel quality linens , sitting area and a table and chairs for a truly restful stay. A queen size bed plus Full size sofa bed .large double shower w/ seats Full kitchenette for simple meals. This is a ground level queen studio, easy access to gardens,terrace and pond. a “Private Entrance “W/ Keypad , free Off street parking close by.

4.83 out of 5 average rating, 241 reviews

Top guest favorite

The exterior of a charming yellow house is showcased, featuring a wrap-around porch adorned with festive bunting. Lush green bushes line the porch, while a well-maintained lawn enhances the inviting appearance of the property.

Private room in New London

The Garden Rooms

Welcome 2026! We've been through a snowy, cold and gray Winter but 48 Vauxhall is ready to welcome you warmly. New linens, new pillows, new porch details and as always, sparkling clean. We've added some new items to our breakfast menu - think chocolate, pastry cream and fresh raspberries with our usual yummy scones, fresh fruit and a delicious entree. So looking forward to meeting you.

4.95 out of 5 average rating, 213 reviews

Superhost

Hotel room in Madison

Ocean Dreams

Unwind after a day at the beach or shopping nearby boutiques or outlets in the large bathroom with Jacuzzi tub and rain shower. This queen sized bed is perfect for dreaming your oceans dreams in the beautiful colors or green and blue. You'll want to slip on one of our comfy robes and enjoy a morning coffee in the cozy sunlit nook. This guest room is not pet friendly.

4.95 out of 5 average rating, 19 reviews